Nitropyrazoles 17. Synthesis of 1-(3, 5-dinitrophenyl)-4-methyl-3, 5-dinitropyrazole and the study of its chemical transformations

AA Zaitsev, DV Zaiko, IL Dalinger, VV Kachala…

Index: Zaitsev; Zaiko; Dalinger; Kachala; Shkineva; Shevelev Russian Chemical Bulletin, 2009 , vol. 58, # 10 p. 2122 - 2128

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Citation Number: 3

Abstract

Abstract A new one-step method for the synthesis of 4-methyl-3 (5)-nitropyrazole by nitration of 4-methylpyrazole is developed. Arylation of 4-methyl-3 (5)-nitropyrazole with 1, 3, 5- trinitrobenzene gives 1-(3, 5-dinitrophenyl)-4-methyl-3-nitropyrazole, nitration of which leads to 1-(3, 5-dinitrophenyl)-4-methyl-3, 5-dinitropyrazole. The action of 1 equiv. of an O-or S- nucleophile (phenolate, p-chlorobenzenethiolate and ethoxide ions; anions of ...